ATE86885T1 - HYDROFORMYLATION OF OLEFINS UNDER LOW PRESSURE WITH A RHODIUM CATALYST. - Google Patents

HYDROFORMYLATION OF OLEFINS UNDER LOW PRESSURE WITH A RHODIUM CATALYST.

Info

Publication number
ATE86885T1
ATE86885T1 AT89420501T AT89420501T ATE86885T1 AT E86885 T1 ATE86885 T1 AT E86885T1 AT 89420501 T AT89420501 T AT 89420501T AT 89420501 T AT89420501 T AT 89420501T AT E86885 T1 ATE86885 T1 AT E86885T1
Authority
AT
Austria
Prior art keywords
hydroformylation
low pressure
under low
rhodium catalyst
olefins under
Prior art date
Application number
AT89420501T
Other languages
German (de)
Inventor
Thomas James Devon
Gerald Wayne Phillips
Thomas Allen Puckette
Jerome Leonard Stavinoha
Jeffrey James Vanderbilt
Original Assignee
Eastman Kodak Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Eastman Kodak Co filed Critical Eastman Kodak Co
Application granted granted Critical
Publication of ATE86885T1 publication Critical patent/ATE86885T1/en

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1895—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing arsenic or antimony
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2442—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems
    • B01J31/2447—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring
    • B01J31/2452—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising condensed ring systems and phosphine-P atoms as substituents on a ring of the condensed system or on a further attached ring with more than one complexing phosphine-P atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/20—Olefin oligomerisation or telomerisation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0202—Polynuclearity
    • B01J2531/0208—Bimetallic complexes, i.e. comprising one or more units of two metals, with metal-metal bonds but no all-metal (M)n rings, e.g. Cr2(OAc)4
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
    • B01J2531/54—Bismuth
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

The hydroformylation of olefins with rhodium complex catalysts is described. The catalysts employed comprise a rhodium complex with at least one bidentate ligand having a specified structure, <CHEM> Hydroformylation reactions at relatively low temperatures and pressure and yet with high rates of reaction and high selectivity to aldehyde product are obtained by the practice of the present invention.
AT89420501T 1988-12-22 1989-12-20 HYDROFORMYLATION OF OLEFINS UNDER LOW PRESSURE WITH A RHODIUM CATALYST. ATE86885T1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/288,596 US4960949A (en) 1988-12-22 1988-12-22 Low pressure rhodium catalyzed hydroformylation of olefins
EP89420501A EP0375573B1 (en) 1988-12-22 1989-12-20 Low pressure rhodium catalyzed hydroformylation of olefins

Publications (1)

Publication Number Publication Date
ATE86885T1 true ATE86885T1 (en) 1993-04-15

Family

ID=23107800

Family Applications (1)

Application Number Title Priority Date Filing Date
AT89420501T ATE86885T1 (en) 1988-12-22 1989-12-20 HYDROFORMYLATION OF OLEFINS UNDER LOW PRESSURE WITH A RHODIUM CATALYST.

Country Status (8)

Country Link
US (2) US4960949A (en)
EP (2) EP0449966A1 (en)
JP (1) JP2859955B2 (en)
AT (1) ATE86885T1 (en)
CA (1) CA2004707A1 (en)
DE (1) DE68905452T2 (en)
ES (1) ES2039086T3 (en)
WO (1) WO1990006810A1 (en)

Families Citing this family (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4040315A1 (en) * 1990-12-17 1992-06-25 Hoechst Ag METHOD FOR PRODUCING ALDEHYDES
FR2671079B1 (en) * 1990-12-28 1994-06-03 Elf Aquitaine PROCESS FOR HYDROGENATION OF ORGANIC COMPOUNDS AND RUTHENIUM CATALYSTS FOR THEIR PRODUCTION.
US5232989A (en) * 1991-03-04 1993-08-03 Monsanto Company Functionalized polymers
US5360938A (en) * 1991-08-21 1994-11-01 Union Carbide Chemicals & Plastics Technology Corporation Asymmetric syntheses
DE4242723A1 (en) * 1992-12-17 1994-06-23 Hoechst Ag Process for the preparation of aldehydes
GB2274457A (en) * 1993-01-25 1994-07-27 Shell Int Research Hydroformylation of unsaturated carbonyl compounds
US5332846A (en) * 1993-06-01 1994-07-26 Eastman Kodak Company Hydroformylation process using novel phosphine-rhodium catalyst system
US5488175A (en) * 1993-09-16 1996-01-30 Shell Oil Company Hydroformylation process
DE4431528A1 (en) * 1994-09-03 1996-03-07 Basf Ag Process for the preparation of n-butyraldehyde and / or n-butanol
GB9425911D0 (en) * 1994-12-22 1995-02-22 Ici Plc Process for the carbonylation of olefins and catalyst system for use therein
DE19619527A1 (en) * 1996-05-15 1997-11-20 Hoechst Ag Catalyst systems based on rhodium complex compounds with diphosphine ligands and their use in the production of aldehydes
DE19654908A1 (en) * 1996-06-24 1998-01-29 Hoechst Ag Re-usable rhodium catalyst containing ligand resistant to oxygen, sulphur, water and distillation conditions
US5912364A (en) * 1996-10-21 1999-06-15 Eastman Chemical Company Process for the preparation of 3-methyltetrahydrofuran
KR20040095305A (en) * 2002-03-22 2004-11-12 가부시키가이샤 구라레 Bisphosphine, process for producing the same, and use thereof
TWI301481B (en) * 2002-08-10 2008-10-01 Lucite Int Uk Ltd A catalyst system
US6664427B1 (en) * 2002-08-29 2003-12-16 E. I. Du Pont De Nemours And Company Process for preparing aldehyde compounds
ATE370111T1 (en) * 2002-12-17 2007-09-15 Shell Int Research METHOD FOR THE HYDROFORMYLATION OF ETHYLENEICALLY UNSATURATED COMPOUNDS IN THE PRESENCE OF AN ACID AND A TERTIARY MONOPHOSPHINE
CA2510284C (en) * 2002-12-17 2011-06-14 Shell Internationale Research Maatschappij B.V. Hydroformylation process for the conversion of an ethylenically unsaturated compound to an alcohol
WO2005003070A1 (en) 2003-07-03 2005-01-13 Lucite International Uk Limited Process for the hydroformylation of ethylenically unsaturated compounds
GB0403592D0 (en) 2004-02-18 2004-03-24 Lucite Int Uk Ltd A catalyst system
US6909019B1 (en) 2004-05-25 2005-06-21 Eastman Chemical Company Process for preparing aldehydes
GB0411951D0 (en) * 2004-05-28 2004-06-30 Lucite Int Uk Ltd Carbonylation of ester
KR100596365B1 (en) * 2004-06-12 2006-07-03 주식회사 엘지화학 Catalyst composition comprising phosphorus and hydroformylation method using the same
WO2006020287A1 (en) 2004-08-02 2006-02-23 Union Carbide Chemicals & Plastics Technology Corporation Stabilization of a hydroformylation process
PL1863747T3 (en) * 2005-03-16 2017-06-30 Perstorp Specialty Chemicals Ab Hydroformylation process with improved iso-selectivity
GB0516556D0 (en) 2005-08-12 2005-09-21 Lucite Int Uk Ltd Improved catalyst system
CA2626107C (en) 2005-11-17 2016-06-21 Lucite International Uk Limited Carbonylation of ethylenically unsaturated compounds
GB0607494D0 (en) 2006-04-13 2006-05-24 Lucite Int Uk Ltd Metal complexes
MX2009005568A (en) * 2006-12-02 2009-06-05 Lucite Int Uk Ltd Novel carbonylation ligands and their use in the carbonylation of ethylenically unsaturated compounds.
GB0625518D0 (en) * 2006-12-21 2007-01-31 Lucite Int Uk Ltd Carbonylation of conjugated dienes
US7674937B2 (en) 2008-05-28 2010-03-09 Eastman Chemical Company Hydroformylation catalysts
GB0812297D0 (en) * 2008-07-04 2008-08-13 Lucite Int Uk Ltd Novel carbonylation ligand sand thier use of in the carbonylation of ethylenically unsaturated compounds
US20100069679A1 (en) * 2008-09-12 2010-03-18 Eastman Chemical Company Acetylene tolerant hydroformylation catalysts
GB201000078D0 (en) 2010-01-05 2010-02-17 Lucite Int Uk Ltd Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands
CN104781228B (en) * 2012-11-09 2017-09-22 三井化学株式会社 Method for producing aldehyde compound
CN104768923B (en) 2012-11-09 2019-01-08 三井化学株式会社 Production method of aldehyde compound
US9687837B1 (en) 2016-08-31 2017-06-27 Eastman Chemical Company Stable hydroformylation catalyst for preparation of high N/Iso ratio aldehyde product
US9975833B2 (en) 2016-08-31 2018-05-22 Eastman Chemical Company Efficient catalyst for the formation of polyaryl hydrocarbons suitable as precursors for polydentate organophosphorus catalyst ligands
CN111318308A (en) * 2018-12-17 2020-06-23 中国石油化工股份有限公司 Catalyst composition, application thereof and method for hydroformylation of vinyl acetate
WO2020247192A1 (en) 2019-05-24 2020-12-10 Eastman Chemical Company Recycle content cracked effluent
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US12528995B2 (en) 2019-10-31 2026-01-20 ExxonMobil Product Solutions Company Pyrolysis method and system for recycled waste
US11319262B2 (en) 2019-10-31 2022-05-03 Eastman Chemical Company Processes and systems for making recycle content hydrocarbons
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KR20220093368A (en) 2019-11-07 2022-07-05 이스트만 케미칼 컴파니 Recycled Alpha Olefins and Fatty Alcohols
BR112022013284A2 (en) 2020-02-10 2022-09-06 Eastman Chem Co WASTE PLASTIC PROCESSING METHOD
WO2021163104A1 (en) 2020-02-10 2021-08-19 Eastman Chemical Company Chemical recycling of solvolysis glycol column bottoms coproduct streams
CA3167384A1 (en) 2020-02-10 2021-08-19 Bruce Roger Debruin Chemical recycling of solvolysis coproduct streams
US12195674B2 (en) 2021-09-21 2025-01-14 Eastman Chemical Company Using spent caustic solution from pygas treatment to neutralize halogens from liquified waste plastic
CN113996347A (en) * 2021-12-06 2022-02-01 万华化学集团股份有限公司 Hydroformylation catalyst composition and method for preparing hydroxy butyraldehyde by allyl alcohol hydroformylation reaction
CN115999539B (en) * 2022-12-15 2024-11-01 北京化工大学 Load type Rh/TiO2Preparation method and application of-P catalyst

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239566A (en) * 1960-07-22 1966-03-08 Shell Oil Co Hydroformylation of olefins
US3527809A (en) * 1967-08-03 1970-09-08 Union Carbide Corp Hydroformylation process
US4138420A (en) * 1976-01-19 1979-02-06 Celanese Corporation Hydroformylation catalysts
US4277627A (en) * 1977-01-25 1981-07-07 Union Carbide Corporation Hydroformylation process
US4152344A (en) * 1977-08-08 1979-05-01 Celanese Corporation Phosphino-ferrocene ligands
US4215077A (en) * 1978-02-09 1980-07-29 Kuraray Co., Ltd. Hydroformylation of olefins
JPS54119407A (en) * 1978-03-09 1979-09-17 Agency Of Ind Science & Technol Preparation of aldehydes
JPS5626830A (en) * 1979-08-10 1981-03-16 Kuraray Co Ltd Hydroformylation of lower olefin
US4352947A (en) * 1981-08-03 1982-10-05 Gulf Research & Development Company Process for producing ethanol
US4612402A (en) * 1982-03-29 1986-09-16 Allied Corporation Oxidation of olefins using rhodium nitro complex
DE3660719D1 (en) * 1985-03-27 1988-10-20 Hoechst Ag Supported catalyst and procedure for the production of monocarboxylic acid anhydrides
US4605781A (en) * 1985-09-03 1986-08-12 Celanese Corporation Production of 2-methylbutanal
US4748261A (en) * 1985-09-05 1988-05-31 Union Carbide Corporation Bis-phosphite compounds
US4755624A (en) * 1987-02-18 1988-07-05 Eastman Kodak Company Low pressure hydroformylation process
US4760194A (en) * 1987-02-18 1988-07-26 Eastman Kodak Company Low pressure hydroformylation catalyst employing unique ligands and process using same
US4694109A (en) * 1986-06-13 1987-09-15 Eastman Kodak Company Chelate ligands for low pressure hydroformylation catalyst and process employing same
US4742178A (en) * 1986-11-10 1988-05-03 Eastman Kodak Company Low pressure hydroformylation of dienes
EP0279018B1 (en) * 1987-02-18 1992-01-29 EASTMAN KODAK COMPANY (a New Jersey corporation) Chelate ligands for low pressure hydroformylation catalyst and process employing same
US4774362A (en) * 1987-04-24 1988-09-27 Eastmank Kodak Company Chelating ligands and catalysts and processes employing the same
US4873213A (en) * 1988-08-12 1989-10-10 Puckette Thomas A Low pressure rhodium catalyzed hydroformylation of olefins

Also Published As

Publication number Publication date
EP0449966A1 (en) 1991-10-09
EP0375573B1 (en) 1993-03-17
US4960949A (en) 1990-10-02
JP2859955B2 (en) 1999-02-24
DE68905452T2 (en) 1993-10-21
DE68905452D1 (en) 1993-04-22
CA2004707A1 (en) 1990-06-22
WO1990006810A1 (en) 1990-06-28
ES2039086T3 (en) 1993-08-16
US5004823A (en) 1991-04-02
EP0375573A1 (en) 1990-06-27
JPH04502463A (en) 1992-05-07

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